Naphthyridine derivatives

Abstract

The present invention relates to new indolo [3,2,1-de]-[1,5]naphthyridine derivatives and their addition salts with pharmaceutically acceptable acids, the preparation of such derivatives and salts and medicaments in which they are present as active principle.

We claim: 
     
       1. A compound of the formula: ##STR22## wherein R 1  is --(C 1-2  alkylene)COO(C 1-2  alkyl) or --(C 1-2  alkylene)CO(C 1-2  alkyl); or hydrogen; R 2  is hydrogen, halogen, methyl, or methoxy; provided that when R 1  is hydrogen, R 2  is neither hydrogen nor 10-methoxy in the form of a racemate or optical isomer thereof, or a pharmaceutically acceptable salt of said compound.     
     
     
       2. A compound of the formula ##STR23## wherein R 1  is hydrogen, alkyl of 1 to 4 carbon atoms, 3-oxobutyl, 3-hydroxybutyl, 2-oxopropyl, 2-hydroxypropyl or methoxycarbonylethyl; R 2  is hydrogen, halogen, methyl or methoxy; and   R 6  is methoxycarbonyl, ethoxycarbonyl or cyclopropyl-aminocarbonyl; in the form of a racemate or optically active form thereof, or a pharmaceutically acceptable salt of said compound.     
     
     
       3. A compound of claim 2, wherein R 2  is chlorine or fluorine. 
     
     
       4. 1,2,3,3a,4,5-Hexahydro-3-(3-oxo-butyl)-6-oxo-6H-indolo[3,2,1-de][1,5]naphthyridine or a pharmaceutically acceptable salt thereof. 
     
     
       5. 1,2,3,3a,4,5-Hexahydro-3-(2-oxo-propyl)-6-oxo-6H-indolo[3,2,1-de][1,5]naphthyridine or a pharmaceutically acceptable salt thereof. 
     
     
       6. 1,2,3,3a,4,5-Hexahydro-6-oxo-10-chloro-6H-indolo[3,2,1-de][1,5]naphthyridine or a pharmaceutically acceptable salt thereof. 
     
     
       7. 1,2,3,3a,4,5-Hexahydro-6-oxo-10-fluoro-6H-indolo[3,2,1-de][1,5]naphthyridine or a pharmaceutically acceptable salt thereof. 
     
     
       8. A pharmaceutical composition capable of providing an anti-anoxia or a psychotropic effect, which comprises an amount of a compound of claim 1 capable of providing said effect. 
     
     
       9. A method of providing a subject with an anti-anoxia effect which comprises treating said subject with an amount of a compound of claim 1 capable of providing said anti-anoxia effect. 
     
     
       10. A method of providing a subject with psychotropic effect which comprises treating said subject with an amount of a compound of claim 1 capable of providing said psychotropic effect. 
     
     
       11. A method of providing a subject with an anti-anoxia effect which comprises treating said subject with an amount of a compound of claim 2 capable of providing said anti-anoxia effect. 
     
     
       12. A method of providing a subject with an anti-anoxia effect which comprises treating said subject with an amount of 1,2,3,3a,4,5-Hexahydro-3-(3-oxo-butyl)-6-oxo-6-6H-indolo[3,2,1-de][1,5]naphthyridine capable of providing said anti-anoxia effect. 
     
     
       13. A method of providing a subject with an anti-anoxia effect which comprises treating said subject with an amount of 1,2,3,3a,4,5-Hexahydro-6-oxo-10-chloro-6H-indolo[3,2,1-de][1,5]naphthyridine capable of providing said anti-anoxia effect.